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Monday, September 28, 2015

First time going for a girlie walk

Do you remember the first time you dressed up like a girl and went out for a walk?

I started doing that when I was 13 and starting in junior high school. I remember I put on a short skirt and sweater with bra and panties and pantyhose underneath. I didn't have any heels, so I put on these skimpy canvas casuals that you now see at Walmart for two or three bucks. I did not have a wig either, so I put on a woman's hat. I couldn't walk out of the house like that, so I hid the hat and I pulled on a pair of jeans. But once I got into the woods behind my house I took off the jeans and left them there.

I walked across town, not through the main streets, but through the residential areas where it was not as bright. Boy was I ever scared. Did you ever do anything silly like that when you were a young girlie boy?

So I get to about the end of town and by that time I am really scared, especially since I have a long way to go back. And my heart was pounding. I wasn't going to get caught since my head was covered, but I still worried about it.

I went back the way I came and to the spot on the woods where I left my jeans. Put the jeans back on and went back into my house. This was maybe two hours later. My heart was pounding the whole time, but I remember how much I loved it. And I would do it again and again.

Anyone else do that?

10 comments:

Chaste Hubby said...

I remember my sister and mother insisting that I wear my sister's junior high cheerleading outfit out trick or treating when I was in about 5th grade. Outwardly, I was upset. Inwardly, I was as happy as I could ever be. Wish I had that opportunity again!

sidegaviota said...

I don't know if this comment is valid for this post but I'd like to share this memory with all of you. I started experimenting with girl's panties (my sister's) when I was about 11 and loved the way it made me feel like a girl. I even went as far as...(Please don't laugh!)inserting a tampon in my anus to see what it felt like. Has anyone gone this far to feel like a girl?

Kailee said...

Great Post and excellent idea,
i haven't done this before but
im totally gonna try and do it now...

darlene porter said...

I never took girlie walks when I was a teenager ( I'm now 45}but 4 years ago I started getting dressed head-to-toe in female clothes ,shaved ,perfumed,wig, and make-up ect. and would stay up till 3or 4 am and walk down the bock to a mini-market and leave a lip stick kiss on a sign on the front window . i've kissed that sign 27 times in 2008.So I know how thrilling it can be. It's fun!

eversosweetclarissa said...

My first time out in public en-femme: One Friday, sophomore year in high school I knew I'd have the house to myself till at least 11:00 PM, right after school I went home and immediately showered and got all made-up and dressed in my sister's clothes, just a cute, simple ensemble: pantyhose, panties, padded bra, conservative blue skirt, white poet's blouse and my own brand new pair of tennis shoes. I poured myself a cocktail of my stepfather's Johnny Walker Red and stepped out on the back deck to smoke a joint. As I'm catching a buzz I see that the the stadium lights at school were on (we lived five blocks from the high school) and realized that there was a football game that evening. As the joint had made me horny as hell and the whiskey had obliterated my inhibitions, I packed one of my sister's purses and walked to the stadium. On my way in I pass right by three of my buddies having a smoke under a tree outside the fence. Less than five hours prior I had told them that I could not hang with them that night because I had to go someplace with my parents. The game was into the second quarter and I took a seat several benches above and behind the cheerleaders. I glance around and of course see dozens of people from school, none of whom have a clue who I am. Intensely nervous and excited I then stare intently down at the field, quivering in the knowledge that three of the football players I am watching call me a pussy every time they see me, think of me as the sports-hating wimpy wuss who throws and runs like a girl, with shoulder-length long hair and notably feminine face who never seems to mind being mistaken for a girl and is always the last one picked in P.E. Other than the extreme thrill of passing as a teenage girl, my time there was pleasantly non-eventfull and I left half way into the third quarter. When my parents got home just before midnight I was all returned to boy mode, passed out on the living room sofa watching TV. Mom asked me: "What did you do tonight sweetie?" I simply replied: "Nothing."

Michelle Hart said...

My first time outing was when I was 14. I borrowed my sister's undies, a blouse, tight jeans and a coat. I snuck out at around 1 am and walked all around my neighborhood. I even got on a trolley and rode for several miles. I was so scared but felt so complete.

Lisa said...

I had been dressing regularly for quite sometime. I would drive around come back home walk around in my back yard. One night i got so exited, it was late night, i just needed to walk down the street behind my house. it wasn't that busy at night so i walked to the end of the block and back. I was nervous and a little worried that i might run into someone i knew but excited at the same time. There i go in my bra and water balloons for boobs, red panties and pantyhose, black dress and 3 inch black patent leather pumps wig and make up. I don't have to tell you what i did when i got back to my room. From then on it got easier to go out.

Stevie Stevens said...

As I have said, I don't walk around in a skirt or dress anymore, but I dress in girls clothes that I can get away with. That means I will walk around in short denim shorts and a girlie tank top. Sure you get looks and comments, but not as many as if you were seen out in a dress somewhere.

But the excitement is also gone. Wearing those short shorts in public is just something that I do anymore. Not a big deal. And of course my legs are shaved and toes painted!

Madison said...

I dress in ladies size 8of jeans and clingy t shirts every time i am shopping..

Candi DeMeter said...

The first time I remember being turned on by wearing girls clothing was around age 4, when a neighbor put me in a pair of her daughters frilly panties. I had been playing with the daughter in a paddling pool, and got all my clothes wet. The mother dried me off and put me in the panties so I could go home. I really had no words for how good it felt, I just remember feeling warm and tingly.

I started raiding my Mum's underwear draw at around age 7, but it wasn't until I had finished college that I actually went out dressed. At that time I had been dressing regularly in private, and had a small stock of lingerie, but not too many outer clothes.I must have been early 20's and was staying at a friends house in Brighton, UK (I'm originally from the UK). Everyone was away, and I had some girl clothes and makeup with me. I dressed up, as I usually would when alone, and as I got more and more femme, I kept thinking about how exciting it would be to go out. It was later at night, maybe midnight, dark, and I finally screwed up the courage to go out. I put on a raincoat, and stole out of the house. It was SO exciting - I still remember the thrill of hearing my heels click on the street as I walked along. I walked around the block, my heart beating so fast from that heady mixture of sexual excitement and fear!! I stayed out for only a short time, maybe 15 -20 minutes, but oh how wonderful it was!

Throughout your life as a sissy T-girl, what derogatory name have you been called the most?

Why do your wear bras? Or not?

Ever pilfer panties from a girl's drawer, clothesline or laundry, etc?,

How do you wear your pantyhose?

As a young sissy, did you look at naked men in locker rooms?

Did you ever raid a clothesline for bras or panties?

Do you hate getting erections?

Do you want to have your penis removed?

Do you take female hormones to be more girlie?

What is your mental state as a T-girl who wishes they were a girl?

Do you tuck away your sissy clitty to pretend you are a girl?

Do you wear a bra on a daily basis?

As a t-girl, what do you shave? (Pick closest choice)

What is your favorite lingerie?

You have always wanted one, but what would you call it?

Did you have a crush on a boy when you were in high school?

When you see a gorgeous girl, do you want to:

At this exact second, what are you wearing?

Do you use feminine protection?

Who was the first female you envied and wanted to be like?

Growing up, did you place dress-up with a sissy friend?

Did you play with dolls like Barbie and Tammy as a young sissy?